ATE75739T1 - PROCESS FOR THE PRODUCTION OF DIBENZOTHIOPINE DERIVATIVES. - Google Patents
PROCESS FOR THE PRODUCTION OF DIBENZOTHIOPINE DERIVATIVES.Info
- Publication number
- ATE75739T1 ATE75739T1 AT87308655T AT87308655T ATE75739T1 AT E75739 T1 ATE75739 T1 AT E75739T1 AT 87308655 T AT87308655 T AT 87308655T AT 87308655 T AT87308655 T AT 87308655T AT E75739 T1 ATE75739 T1 AT E75739T1
- Authority
- AT
- Austria
- Prior art keywords
- dibenzothiopine
- derivatives
- production
- derivative
- converted
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- MUXFZBHBYYYLTH-UHFFFAOYSA-N Zaltoprofen Chemical compound O=C1CC2=CC(C(C(O)=O)C)=CC=C2SC2=CC=CC=C21 MUXFZBHBYYYLTH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000008510 dibenzothiepins Chemical class 0.000 abstract 1
- -1 haloketone compound Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical class CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
- C07D337/02—Seven-membered rings
- C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D337/14—[b,f]-condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A novel process for the preparation of 2-(10,11-dihydro-10-oxodibenzo[b,f]thiepin-2-yl)propionic acid which shows high anti-inflammatory and analgetic action is disclosed. The process starts from a propiophenone derivative having the formula (II): <CHEM> wherein R<1> is hydrogen or a lower alkyl group, which is once converted into a haloacetal compound via a haloketone compound, and then converted into the desired dibenzothiepin derivative through a combination of rearrangement, hydrolysis and ring closure in variable sequences.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP87308655A EP0309626B1 (en) | 1987-09-30 | 1987-09-30 | Process for the preparation of dibenzothiepin derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE75739T1 true ATE75739T1 (en) | 1992-05-15 |
Family
ID=8198054
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT87308655T ATE75739T1 (en) | 1987-09-30 | 1987-09-30 | PROCESS FOR THE PRODUCTION OF DIBENZOTHIOPINE DERIVATIVES. |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0309626B1 (en) |
| AT (1) | ATE75739T1 (en) |
| AU (1) | AU590450B2 (en) |
| DE (1) | DE3778896D1 (en) |
| ES (1) | ES2032834T3 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996022289A1 (en) * | 1995-01-20 | 1996-07-25 | Nippon Chemiphar Co., Ltd. | Process for producing dibenzothiepin derivative |
| JP3493288B2 (en) * | 1996-08-22 | 2004-02-03 | 日本ケミファ株式会社 | Method for producing 2- (10,11-dihydro-10-oxodibenzo [b, f] thiepin-2-yl) propionic acid and intermediate compound thereof |
| KR100730767B1 (en) * | 2001-12-06 | 2007-06-21 | 코오롱생명과학 주식회사 | New preparation method of dibenzothione derivatives |
| CN100462362C (en) * | 2005-12-20 | 2009-02-18 | 常州市康瑞化工有限公司 | Preparing process of 2-(10-oxy-10,11-dihydrodibenz [b,f]-thiotropilium-2-yl) propionic acid |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5553282A (en) * | 1978-10-17 | 1980-04-18 | Nippon Chemiphar Co Ltd | Dibenzothiepin derivative and its preparation |
| JPS57106678A (en) * | 1980-12-23 | 1982-07-02 | Nippon Chemiphar Co Ltd | Preparation of dibenzothiepinpropionic acid derivative |
| JPS58113168A (en) * | 1981-12-28 | 1983-07-05 | Fuji Photo Film Co Ltd | Production of 5-(1-carboxyethyl)-2-phenylthiophenyl- acetic acid |
-
1987
- 1987-09-30 DE DE8787308655T patent/DE3778896D1/en not_active Expired - Fee Related
- 1987-09-30 AT AT87308655T patent/ATE75739T1/en not_active IP Right Cessation
- 1987-09-30 ES ES198787308655T patent/ES2032834T3/en not_active Expired - Lifetime
- 1987-09-30 EP EP87308655A patent/EP0309626B1/en not_active Expired
- 1987-10-01 AU AU79262/87A patent/AU590450B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| ES2032834T3 (en) | 1993-03-01 |
| AU7926287A (en) | 1989-04-06 |
| DE3778896D1 (en) | 1992-06-11 |
| AU590450B2 (en) | 1989-11-02 |
| EP0309626A1 (en) | 1989-04-05 |
| EP0309626B1 (en) | 1992-05-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee |